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Beach house vacation rentals in Key West

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Top-rated beach house rentals in Key West

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Home in Cudjoe Key

4.92 out of 5 average rating, 37 reviews

Private Ocean Oasis by Key West, Florida

Beautiful stilted two bedroom/two bathroom vacation home awaits your arrival. Break taking views of the Atlantic Ocean are picture worthy. This home hosts a 36' seawall on a wide canal. Dock equipped with fishing cleaning station, cleats, swim ladder, outdoor shower and bait freezer. King-, queen-, full- and twin-size mattresses provide comfortable sleeping accommodations for all guests. Extensive indoor and outdoor furniture allow for all to relax, recharge and enjoy their time in paradise!!

Home in Marathon

4.89 out of 5 average rating, 27 reviews

Oceanview Oasis! Screened Porch & Outdoor Theater

Getaway to Paradise in Sunny Marathon! Furnished in comfort and opulence, this private, well-appointed 2 bed 2 bath house boasts: +5-Star OCEANVIEWS +Cozy Screened-in Porch +Outdoor Theater +Jumbo Nest Chairs over lush beach sand +Shade and Sun Loungers +Full Kitchen +Electric Smoker Grill Ready for Adventure? 5 Minutes from the Keys' best public sandy beaches (Sombrero and Bahai Honda State Park), Theater of the Sea, Marathon Aquarium, Dolphin Research Ctr, Turtle Hosp'l and 7-Mile Bridge!

Home in Cudjoe Key

4.9 out of 5 average rating, 105 reviews

Sunrise Beach Escape

For your next vacation, come stay in this resort home, where you'll enjoy a cocktail at sunset alongside the Cudjoe bay overlooking the Atlantic Ocean. This beautiful and luxurious home is part of the Sunrise Beach Resort, an exclusive 11 home gated community overlooking the Atlantic Ocean & Cudjoe Bay. A community that is only 17 miles north of Key West. Make yourself at home in this tastefully decorated 1200 sq foot living space, which offers countless amenities such as kayaks and bikes.

Home in Upper Sugarloaf Key

4.88 out of 5 average rating, 80 reviews

Hemingway - Bungalows Sugarloaf Beach Key West

THE BEST TIME OF THE YEAR TO VISIT US IS HERE!!!! TEMPERATURE IS AMAZING AND SEAWEED IS AT A MINIMUM.. Off the beaten path you will find a unique location and a beach front bungalow with endless unobstructed views of the ocean from every bedroom. Featuring an open family area, full kitchen, deck and its own tiki, excellent for grilling, having a cold drink or just gazing at the ocean. Enjoy you day on the beach, dock or our coral inspired pool, with swim up tiki bar, waterslide and grotto.

Home in Marathon

5 out of 5 average rating, 11 reviews

Waterfront paradise w/Private Pool-Dockage-Beach

Looking for the perfect home for your next Florida Keys vacation? Waterfront home with over 150 feet of dock space. Just a short boat ride out to Sombrero Beach and open water for a day of fishing, snorkeling or cruising around. Our Coastal home has a secluded setting, nestled at the end of the road, with water views & Sunsets that never disappoint!! Additionally, you will enjoy your own private beach and heated pool... complete with Hammock, Adirondack chairs and lots of outside seating.

Home in KEY COL BCH

4.88 out of 5 average rating, 8 reviews

Beach Breeze

Be one of the first guest to stay at our new condo on the rare white sand private beach located in Key Colony Beach, FL. 2+2 ensuite, gourmet kitchen with designer touches. Patio table & chairs for outdoor dining and new Wicker upscale love seat & 2 chairs. Stackable washer & dryer in every unit. TV in living, primary & guest rooms. Paddle board, Kayak or swim right off of the beach or just sit and enjoy the beautiful view of the water. Pool is open. Minimum 7 days rental City Code.

Home in Marathon

5 out of 5 average rating, 11 reviews

Seaside Sunrise. Newly remodeled waterfront

Modern and cozy beach house! Centrally located, near most prestigios restaurant , close to Sombrero beach.Relax in your backyard with warm spa and pergola to enjoy our famous Florida Keys Sunsets, fishing pole and easy access to opens waters for fishing adventures. The space: 1 king bed 1 Queen Bed 2 Full Bed 2 Twin Beds Astonishing canal view from master. Extremely functional porch available to enjoy a shady breeze or a refreshing drink from minibar. Available boat lift upon requests.

Home in Marathon

5 out of 5 average rating, 17 reviews

Waterfront Escape -VACA-23-408

Come stay at this brand new home construction on a deep and wide canal leading to the ocean with pool and exotic decor. 75 foot dock with water and electric. Top of the line appliances with a fully stocked kitchen. Spa style showers with high end decor. Luxury at its best. Heated pool with sundeck and lots of seating around the edges. (Pool heater is an additional $100 per stay). Ground level cooking and dining for those beautiful days after boating or while laying around in the pool.

Home in Marathon

4.76 out of 5 average rating, 33 reviews

Marathon Beach Home

Experience endless fun with your loved ones at our stunning beach house. This stylish getaway offers more than just a place to stay - it's a haven for adventure and relaxation. With a small ramp designed for kayaks and jet skis, as well as a convenient dock, you'll have easy access to the water. Into the ocean within a minute to explore the wonders of the underwater world. Escape to a tropical oasis and create unforgettable memories with your family at our charming home.

Home in Marathon

5 out of 5 average rating, 18 reviews

Ocean Dream

Ocean Dream.... a bright beautiful upscale home with fantastic ocean views over Florida Bay. Watch sunsets and sunrises from either balcony and the new observation platform extending 60 feet into the water. Experience nature at its finest from your 140 foot ocean frontage estate or go further afield on the included kayaks and SUPs. Beautiful gardens, outdoor living area, new pool and spa*, ping pong and bocce, all included in your week of paradise. License VACA 23-380

Home in Marathon

4.99 out of 5 average rating, 120 reviews

Sea Ray Cove , 75’ boat dock, 1 block from beach!

2024 - New Weber grill This ground level waterfront home has received a new face lift. Completely remodeled 3 bedroom with bonus room in the well known Sombrero Beach neighborhood. Just a short block walk to the sandy beach shore. Home has an open floor plan overlooking the in-ground pool deck and new tiki hut. Enjoy your morning coffee and happy hour in the screened-in porch with views of the wide lagoon. Come and create your family memories in the fabulous Keys.

Home in Little Torch Key

4.86 out of 5 average rating, 66 reviews

Waterfront Beach House with Dock & Heated Pool!

Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 200 foot dock for your boat. Exclusive heated pool to relax and enjoy the surrounding ocean view - just breath taking! The private lot is almost an acre with optional Guesthouse and guest pool. Stunning panoramic water views, sunrise, sunset, steps from ocean water. Bring or rent fishing and snorkel gear nearby to fish off the dock and enjoy the underwater scenery!

Vacation rentals for every style

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Popular amenities for Key West beach house rentals

Free parking on premises

Air conditioning

Beachfront house rentals

Home in Key Colony Beach

4.98 out of 5 average rating, 110 reviews

Super Nov. Savings! Key Colony Beach, Cabana Club

Home in Key Colony Beach

5 out of 5 average rating, 3 reviews

Waterfront Home with private pool

Home in Cudjoe Key

5 out of 5 average rating, 27 reviews

Paradise in Cudjoe! Perfect Family Home!

Home in Marathon

4.84 out of 5 average rating, 57 reviews

7 Mile Ocean Bliss

Home in Key Largo

4.75 out of 5 average rating, 36 reviews

Seaside Escape

Home in Marathon

4.88 out of 5 average rating, 17 reviews

Viamarhe House-Private beach, Kayak, yard games

Home in Key Largo

4.92 out of 5 average rating, 64 reviews

Ocean Breeze Home

Home in Key Colony Beach

5 out of 5 average rating, 16 reviews

Marathon Key Colony Beach with Cabana Club passes

Beach house rentals with a pool

Home in Marathon

5 out of 5 average rating, 6 reviews

The Beach House 2bed/2bath single family with priv

Home in Marathon

5 out of 5 average rating, 15 reviews

W09 - New Luxury Property! Breathtaking Canal Fron

Home in Marathon

4.92 out of 5 average rating, 13 reviews

Pool & Spa, Walk to Beach, Dock, Tiki, Lux Home

Home in Marathon

4.77 out of 5 average rating, 26 reviews

Stunning Waterfront Retreat with Dockage & Pool

Home in Key Colony Beach

5 out of 5 average rating, 3 reviews

Paradise Cove!30ft Dock Pool BBQ

Home in Summerland Key

4.92 out of 5 average rating, 26 reviews

Pelico Palms Sunset Cottage

Home in Marathon

4.85 out of 5 average rating, 13 reviews

Golf Coast Oasis

Home in Marathon

4.98 out of 5 average rating, 98 reviews

Anglers Terrace, Condé Nast Traveler's Best Airbnb

Private beach house rentals

Home in Marathon

4.93 out of 5 average rating, 15 reviews

4BR Sombrero Beach House on Canal w Dock & Pool

Home in Marathon

4.88 out of 5 average rating, 33 reviews

Luxe Waterfront Keys Cottage- with Jacuzzi

Home in Key Colony Beach

4.93 out of 5 average rating, 14 reviews

Pelagic Paradise on Canal. Spacious, Pool club too

Home in Cudjoe Key

5 out of 5 average rating, 6 reviews

Tiki Time in Cudjoe Key 136

Home in Marathon

4.98 out of 5 average rating, 48 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

Home in Tavernier

4.88 out of 5 average rating, 17 reviews

Waterfront Home Near Key Largo | Long-Term Stay

Home in Marathon

4.95 out of 5 average rating, 65 reviews

Private 174ft Dock, Boat Launch, Sombrero Beach

Home in Marathon

5 out of 5 average rating, 6 reviews

Sombrero Beach Beauty~ 50` Dock Private Pool Home!

Destinations to explore